For experienced sailors, the chance to sail on an America’s Cup-winning yacht is a once-in-a-lifetime thrill. You’ll find the world’s largest fleet of Cup contenders and defenders at America’s Cup Charters. For 27 years, the Newport outfitter has restored illustrious America's Cup 12 Metre class yachts, offering summer chartered sailings complete with an experienced captain and a friendly crew. Options include American Eagle, Ted Turner’s 1964 Cup contender; Intrepid, a Cup winner in 1967 and 1970; and Weatherly, the 1962 Cup winner and a favorite of President and Mrs. Kennedy, who closely followed the race season from their Newport summer home.
For an extra-special experience, opt for the 2-hour casual sail at sunset, offered daily throughout the summer. Bring a picnic to unpack as the sky turns dusky pink, and raise a glass as you drift past the Castle Hill Light, which has been guiding mariners safely into Narragansett Bay since 1890.
Don’t know a ready about from a hard-a-lee? No worries. Families and small groups of up to six can go on a 2-hour sail to expansive Naragansett Bay to cruise past lighthouses and the summer homes of JFK and Eisenhower. Along the way you can hoist a sail, take the helm or sit back and let the crew do all the work.
Two-hour ticketed sails from $75 per adult and $40 per child aged 10 and under; private charter rates start at $875 for a 2-hour cruise for up to 12 people.
MORE SUMMER TRAVEL QUESTS
22) Sail on an America's Cup Yacht